Norethynodrel
Norethynodrel (Enidrel; SC-4642) is an orally active progestogen analog that reduces estrogen-like effects and enhances progestogen-like responses in endometrial stromal cells. Norethynodrel also promotes cell maturation and predecidual cell formation by inducing organelle hyperplasia and glycogen accumulation. Norethynodrel competitively inhibits drug-metabolizing enzymes in rat liver microsomes, thereby prolonging Pentobarbital sleep time, while exhibiting multiple effects including reduced body weight gain, attenuated heart rate elevation and ovulation inhibition. In mouse models, Norethynodrel significantly increases the incidence of mammary adenocarcinoma, cervical cancer and pituitary tumors. Norethynodrel can be used for mechanism research on related diseases such as mammary adenocarcinoma, cervical cancer, ovarian tubular adenoma and pituitary adenoma.
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研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- CAS 番号: 68-23-5
- 分子式: C20H26O2
- 分子量:298.42
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保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Endogenous Metabolite アイソフォーム固有の製品をすべて表示
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生物活性
Norethynodrel (10-100 μM; 20 h) weakly inhibits Sprague-Dawley rat hepatic microsomal pentobarbital hydroxylation (Ki=24 μM), aminopyrine N-demethylation, and aniline p-hydroxylation in vitro, with greater inhibition observed at 100 μM than at 10 μM[3].
Norethynodrel (10-100 μM) acts as a Type I substrate for Sprague-Dawley rat hepatic microsomal cytochrome P-450, exhibiting a spectral dissociation constant (Ks) of 24 μM and a maximum difference absorbance (ΔAmax) of 0.029[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Norethynodrel (10-50 mg/kg; p.o.; single dose) significantly increases pentobarbital-induced sleep duration in male Sprague-Dawley rats, with sleep times of 134 minutes and 221 minutes respectively, indicating inhibition of hepatic pentobarbital metabolism[3].
Norethynodrel (10-50 mg/kg; p.o.; daily; 4 days) does not induce hepatic microsomal enzymes in male Sprague-Dawley rats, but significantly reduces daily body weight gain[3].
Norethynodrel (165 μg/kg/day; s.c.; continuous; 20 weeks) contributes a minor, statistically significant attenuation of isoproterenol-induced heart rate increases in female rats at specific time points, with ethinyl estradiol driving the primary attenuation effect[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:A/J Mice (female, virgin, initial weight 15-25 g, spontaneous mammary tumor model)[2]
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Dosage:500 μg/20 g body weight (weeks 1-2); 250 μg/20 g body weight (weeks 3-5); 125 μg/20 g body weight (remainder up to 106 weeks)
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Administration:s.c.; twice weekly; up to 106 weeks
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Result:Reduced mean body weight throughout treatment compared to controls.
Increased mammary gland development mean score to 3.86.
Induced hyperplastic alveolar nodules (HAN) in over half of treated mice, compared to 1 nodule in controls.
Developed 8 type B mammary adenocarcinomas.
Developed 6 cervical carcinomas.
Caused suppressed ovulation, increased lipid-laden interstitial cells, ceroid pigment deposition, increased mean ovarian weight, and 5 ovarian tubular adenomas in ovaries.
Induced cystic glandular development with endometrial connective tissue hyalinization in uteri, more prominent than in controls.
Caused enlarged zona fasciculata cells with increased lipid content, and ceroid-containing cells at the corticomedullary boundary in all but 2 treated mice in adrenals.
Showed no pituitary cytological alterations or neoplasms.
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Animal Model:Sprague-Dawley (male, 110-180 g)[3]
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Dosage:10 mg/kg; 50 mg/kg
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Administration:p.o.; daily; 4 days
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Result:Did not alter pentobarbital-induced sleep duration measured 24 hours after the last dose.
Caused no changes in hepatic microsomal protein per gram liver, cytochrome P-450 concentration, or cytochrome P-450 reductase activity.
Significantly decreased daily body weight gain, with weight gain suppressed relative to control rats across the 5-day monitoring period.
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Animal Model:Blue Spruce Farms rats (Sprague-Dawley derived) (female, 260-320 g)[4]
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Dosage:165 μg/kg/day
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Administration:s.c.; continuous; 20 weeks
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Result:Observed a significant column effect on absolute heart rate at 50 and 60 minutes after isoproterenol administration.
Showed no significant interaction between norethynodrel and ethinyl estradiol throughout the treatment period.
Demonstrated a significant row effect on the change in heart rate from baseline only at 10 minutes post-isoproterenol.
Exhibited a significant interaction between norethynodrel and ethinyl estradiol on change in heart rate from baseline at 10 minutes post-isoproterenol.
化学情報
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CAS 番号 68-23-5
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性状 Solid
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分子量 298.42
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分子式 C20H26O2
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Color White to off-white
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SMILES
C#C[C@]1(O)CC[C@@]2([H])[C@]3([H])CCC4=C(CCC(C4)=O)[C@@]3([H])CC[C@]12C
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別名
Enidrel; SC-4642; NSC 15432
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Structure Classification
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Initial Source
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
溶剤 & 溶解度
DMSO : 1.6 mg/mL (5.36 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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データシート (281 KB)
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取扱説明書 (2659 KB)
参考文献
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.3510 mL | 16.7549 mL | 33.5098 mL | 83.7745 mL |
| 5 mM | 0.6702 mL | 3.3510 mL | 6.7020 mL | 16.7549 mL |
- Norethynodrel
- 68-23-5
- Enidrel
- SC-4642
- NSC 15432
- SC4642
- SC 4642
- SC-4642
- NSC15432
- NSC 15432
- NSC-15432
- Endogenous Metabolite
- Progesterone Receptor
- mammary adenocarcinomas
- Sprague-Dawley rat
- hypophyseal neoplasms
- A/J mice
- predecidual cell formation
- cervical carcinoma
- hyperplastic alveolar nodules
- mammary lobulo-alveolar development
- rat hepatic microsomal drug metabolizing enzyme
- endometrial stromal cells
- Inhibitor
- inhibitor
- inhibit